55094-97-8Relevant academic research and scientific papers
Synthesis of (S)-3-hydroxytetrahydropyran from L-glutamic acid
Geng, Yang,Zheng, Maolin,Li, Jingya,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie
, p. 3966 - 3969 (2017)
A concise synthesis of (S)-3-hydroxytetrahydropyran from natural L-glutamic acid has been developed. The intramolecular etherification starting from 1,5-diol was promoted by trifluoromethanesulfonic anhydride. The clinnamates of the alcohols were prepared
GADOLINIUM BEARING PCTA-BASED CONTRAST AGENTS
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Page/Page column 33, (2020/03/02)
The present invention relates to the RRR/SSS pair of enantiomers of the of Gd(PCTA-tris-glutamic acid), the single enantiomers of the pair, the pharmaceutically acceptable salts thereof, their amide derivatives, and compositions comprising at least 50% of these compounds.
Synthesis of Two Epimers of Pseudopaline
Arnoux, Pascal,Cavelier, Florine,Cullia, Gregorio,Fanelli, Roberto,Voulhoux, Romé
supporting information, (2020/07/06)
Opines are a known group of compounds characterized by an elevated polarity. Recently, two new members of this class, staphylopine and pseudopaline, have been identified in Staphylococcus aureus and Pseudomonas aeruginosa, respectively. These molecules are metal chelators that contribute to the growth of bacteria in particularly metal-poor environment. Different evidences suggest that these molecules might have an important role in the development of pulmonary infections in humans. Considering the impact of P. aeruginosa infections in cystic fibrosis patients (prevalence up to 70 percent), pseudopaline has risen interest as potential source of new therapeutic intervention. We present herein a straightforward synthetic approach for the synthesis of the two epimers of pseudopaline. Starting from a chiral building block, we attribute the absolute configuration to the two obtained diasteroisomers.
Biotechnological properties of sponges from northeast Brazil: Cliona varians as a Biocatalyst for Enantioselective Reduction of Carbonyl Compounds
Riatto, Valéria B.,Victor, Mauricio M.,Sousa, Jaqueline F.,Menegola, Carla
, p. 149 - 157 (2018/12/13)
To research the potential ability of whole marine sponges to act as biocatalysts, this paper describes for the first time the employment of whole Cliona varians sponge in the stereoselective reduction of prochiral α-keto esters and isatin to the corresponding chiral alcohols. The addition of D-fructose, D-glucose or sucrose remarkably increased the conversion ratios and stereoselectivities by this marine sponge. Furthermore, in the presence of D-glucose and D-maltose, the reduction of isatin by C. varians afforded the corresponding 3-hydroxyindolin-2-one with high conversions (85-90percent) and good enantioselectivities (60-74percent). These results showed that the marine sponge presents great potential to be used as biocatalyst for stereoselective reduction of carbonyl compounds.
3-benzyloxy-tetrahydropyrane, preparation method thereof and preparation method of single-configured tetrahydropyrane-3-cyclitol
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Paragraph 0046; 0047; 0048; 0049, (2017/10/27)
The invention relates to 3-benzyloxy-tetrahydropyrane, a preparation method thereof and a preparation method of single-configured tetrahydropyrane-3-cyclitol, and belongs to the technical field of medicines. The 3-benzyloxy-tetrahydropyrane has a structur
COMPOSITIONS FOR THE TREATMENT OF INFLAMMATORY DISEASES
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Page/Page column 9; 48; 49, (2014/09/03)
This invention provides compounds, methods and compositions for the treatment of inflammatory diseases, comprising the timely administration of a provided compound, which has a structure related to an endogenously formed lipid mediator. One embodiment of the present invention is directed to a compound selected from a group having the general formula A.
Stereocontrolled total synthesis of the potent anti-inflammatory and pro-resolving lipid mediator resolvin D3 and its aspirin-triggered 17 R-epimer
Winkler, Jeremy W.,Uddin, Jasim,Serhan, Charles N.,Petasis, Nicos A.
supporting information, p. 1424 - 1427 (2013/06/27)
The first total synthesis of stereochemically pure resolvin D3 and aspirin-triggered resolvin D3 is reported. These enzymatic metabolites of docosahexaenoic acid (DHA) have potent anti-inflammatory and pro-resolving actions. The convergent synthetic strategy is based on enantiomerically pure starting materials, and it is highly stereocontrolled.
Synthetic evaluation of an enantiopure tetrahydropyridine N-oxide. Synthesis of (+)-febrifugine
Ashoorzadeh, Amir,Archibald, Glenn,Caprio, Vittorio
experimental part, p. 4671 - 4680 (2009/10/09)
A study into the synthesis and synthetic utility of (S)-3-benzyloxy-3,4,5,6-tetrahydropyridine N-oxide is described. This nitrone is readily accessed from l-glutamic acid and the regio- and stereoselectivity of cycloaddition of this compound with a range
Phase-transfer catalyzed glycolate conjugate addition
Andrus, Merritt B.,Ye, Zhifeng
, p. 534 - 537 (2008/04/13)
Cinchonine based phase-transfer catalysts were developed for enantioselective conjugate additions to electron deficient alkenes, including acylates, acrylonitrile, and chalcone. N-Trifulorobenzyl cinchoninium bromide 6 catalyst (20 mol %) in THF at -40 °C promoted the conjugate addition of arylketone glycolate 1 generating S-product 2 in good yields and selectivities. Catalyst, solvent, and base variations are presented along with conditions to convert the products to intermediates useful for multistep applications.
A convergent enantioselective synthesis of the anti-malarial agent (+)-febrifugine
Ashoorzadeh, Amir,Caprio, Vittorio
, p. 346 - 348 (2007/10/03)
Chiral pool derived 3-benzyloxy-3,4,5,6-tetrahydropyridine N-oxide underwent regio- and diastereoselective 1,3-dipolar cycloaddition with N-allylquinazolone to give a cycloadduct that was elaborated to (+)-febrifugine a potent anti-malarial alkaloid.
